Title: List of all Properties in Pittsfield | Expedia.ca

  

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# All hotels in Pittsfield, Massachusetts

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# All hotels in Pittsfield, Massachusetts

### We have found 1357 Pittsfield Hotels

> -   [Granville House](https://expedia.ca/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information)
> -   [Monk's Bunk, Old Chatham](https://expedia.ca/Old-Chatham-Hotels-Monks-Bunk.h119844550.Hotel-Information)
> -   [Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent](https://expedia.ca/Ghent-Hotels-Charming-5-Bedroom-Farmhouse-With-AC.h110636635.Hotel-Information)
> -   [Garden Gables Inn](https://expedia.ca/Lenox-Hotels-Garden-Gables-Inn.h893627.Hotel-Information)
> -   [Berkshire Mountain House](https://expedia.ca/Albany-Hotels-Berkshire-Mountain-House.h27093477.Hotel-Information)
> -   [Eastover Estate & Eco-Village](https://expedia.ca/Lenox-Hotels-Eastover-Estate-Eco-Village.h4952101.Hotel-Information)
> -   [Lantern House Motel](https://expedia.ca/Great-Barrington-Hotels-Lantern-House-Motel.h11537599.Hotel-Information)
> -   [Historic Stone Church in The Berkshires](https://expedia.ca/Lanesborough-Hotels-Historic-Stone-Church-In-The-Berkshires.h93446854.Hotel-Information)
> -   [Northside Motel](https://expedia.ca/Williamstown-Hotels-Northside-Motel.h1581984.Hotel-Information)
> -   [Seven Hills Inn](https://expedia.ca/Lenox-Hotels-Seven-Hills-Inn.h15691251.Hotel-Information)
> -   [26 Church Street](https://expedia.ca/Lenox-Hotels-26-Church-Street.h72579837.Hotel-Information)
> -   [Bentley Brook the perfect home base for exploring nearby Berkshire County](https://expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820135.Hotel-Information)
> -   [Charming 6 Bdrm Countryside Stay](https://expedia.ca/Great-Barrington-Hotels-Charming-6-Bdrm-Countryside-Stay.h111965341.Hotel-Information)
> -   [The Orchards Hotel](https://expedia.ca/Williamstown-Hotels-The-Orchards-Hotel.h8739.Hotel-Information)
> -   [Modern Country Farmhouse, Walking Distance to Lake](https://expedia.ca/Averill-Park-Hotels-Modern-Country-Farmhouse.h102369362.Hotel-Information)
> -   [Kemble Inn](https://expedia.ca/Lenox-Hotels-Kemble-Inn.h1213420.Hotel-Information)
> -   [Bentley Brook the perfect home base for exploring nearby Berkshire County](https://expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820158.Hotel-Information)
> -   [The Egremont Village Inn](https://expedia.ca/South-Egremont-Hotels-The-Egremont-Village-Inn.h10933723.Hotel-Information)
> -   [Ladd Brook Inn](https://expedia.ca/Bennington-Hotels-Ladd-Brook-Inn.h990047.Hotel-Information)
> -   [Green Valley Motel](https://expedia.ca/Williamstown-Hotels-Green-Valley-Motel.h5812699.Hotel-Information)
> -   [The Inn at Stockbridge](https://expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information)
> -   [Private Unit in shared 1830 Farmhouse](https://expedia.ca/Hillsdale-Hotels-Private-Unit-In-Shared-1830-Farmhouse.h107608251.Hotel-Information)
> -   [Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!](https://expedia.ca/Lenox-Hotels-Lenox-Retreat-Near-Tanglewood.h78282624.Hotel-Information)
> -   [Farmhouse Retreat, Outdoor Dining/Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy](https://expedia.ca/Valatie-Hotels-Farmhouse-RetreatEvents.h117024942.Hotel-Information)
> -   [Experience Timeless Elegance in The Edith Wharton Room!](https://expedia.ca/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Edith-Wharton-Room.h115241164.Hotel-Information)
> -   [The Red Door B&B](https://expedia.ca/Lee-Hotels-The-Red-Door-BB.h30314245.Hotel-Information)
> -   [67 Church Street](https://expedia.ca/Lenox-Hotels-67-Church-Street.h72586131.Hotel-Information)
> -   [Tourists](https://expedia.ca/North-Adams-Hotels-Tourists.h31838315.Hotel-Information)
> -   [Historic Susan B. Anthony Room - Cozy & Charming Stay](https://expedia.ca/Lenox-Hotels-Historic-Susan-B-Anthony-Room-Cozy-Charming-Stay.h115241178.Hotel-Information)
> -   [Country living close to the capital region 100 acres of nature to explore](https://expedia.ca/Nassau-Hotels-Modern-Victorian-25hrs-NYC-100acres-Nature.h96418838.Hotel-Information)
> -   [Bentley Brook the perfect home base for exploring nearby Berkshire County](https://expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820149.Hotel-Information)
> -   [Farm House Getaway on beautiful horse farm!](https://expedia.ca/Hillsdale-Hotels-Farm-House-Getaway-On-200-Acre-Horse-Farm.h18764398.Hotel-Information)
> -   [Stay Berkshires](https://expedia.ca/Williamstown-Hotels-Stay-Berkshires-A-Country-Inn.h10572207.Hotel-Information)
> -   [Castle Inn](https://expedia.ca/Albany-Hotels-Castle-Inn.h37618869.Hotel-Information)
> -   [1 Bd - Vacation Village in the Berkshires](https://expedia.ca/Williamstown-Hotels-1-Bd-Vacation-Village-In-The-Berkshires.h106911243.Hotel-Information)
> -   [Renovated Private Guest House by Evergreen Home](https://expedia.ca/Great-Barrington-Hotels-Renovated-Private-Guest-House-By-Evergreen-Home.h88317897.Hotel-Information)
> -   [Elegant suite with a king bed, fireplace, and kitchenette.](https://expedia.ca/Lenox-Hotels-Elegant-Suite-With-A-King-Bed.h115241234.Hotel-Information)
> -   [Chesapeake Inn of Lenox](https://expedia.ca/Lenox-Hotels-Chesapeake-Inn-Of-Lenox.h10254953.Hotel-Information)
> -   [Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC](https://expedia.ca/South-Lee-Hotels-Terrific-2-Bedroom-Resort-In-Lee-With-WiFi.h106433877.Hotel-Information)
> -   [Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn](https://expedia.ca/Lenox-Hotels-Experience-Luxury-In-The-Lady-Cicely-Grand-Suite-At-The-Cornell-Inn.h115241145.Hotel-Information)
> -   [Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn](https://expedia.ca/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Niles-Johnson-Room-At-The-Cornell-Inn.h115241126.Hotel-Information)
> -   [Cozy Carriage House room with a double bed and private balcony](https://expedia.ca/Lenox-Hotels-Cozy-Carriage-House-Room-With-A-Double-Bed-And-Private-Balcony.h115241220.Hotel-Information)
> -   [Vacation Village In The Berkshires 5 Star Resort - Suite B](https://expedia.ca/Hancock-Hotels-Vacation-Village-In-The-Berkshires-5-Star-Resort-Suite-B.h36822714.Hotel-Information)
> -   [Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A](https://expedia.ca/Hancock-Hotels-Bentley-Brook-Hancock.h101915147.Hotel-Information)
> -   [Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B](https://expedia.ca/Hancock-Hotels-Bentley-Brook-Hancock.h101916211.Hotel-Information)
> -   [Farmhouse on Otis Pond](https://expedia.ca/Otis-Hotels-Farmhouse-On-Otis-Pond.h102060987.Hotel-Information)
> -   [Jiminy Premier Ski-In/Ski-Out Resort Bentley B](https://expedia.ca/Hancock-Hotels-Bentley-Brook-Elevate-Your-Winter-Thrills-With-Premier-Ski-InSki-Out-Luxury.h101091040.Hotel-Information)
> -   [Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out](https://expedia.ca/Hancock-Hotels-Bentley-Brook-Alpine-Haven-Premier-Ski-InSki-Out.h101352326.Hotel-Information)
> -   [Historic 1817 Berkshire Farmhouse- Close to Everything!](https://expedia.ca/Lee-Hotels-Historic-1817-Berkshire-Farmhouse-Close-To-Everything.h91118345.Hotel-Information)
> -   [Pres Week- Bentley Brook Resort - Your Peak Winter Escape](https://expedia.ca/Hancock-Hotels-Frost-Peaks-Bentley-Brook-Resort-Your-Peak-Winter-Escape.h101428437.Hotel-Information)
> -   [Hot SKI-in SKI-out Rentals Bentley Brook Resort!](https://expedia.ca/Hancock-Hotels-Hot-SKI-In-SKI-Out-Rentals-Bentley-Brook-Resort.h70595216.Hotel-Information)
> -   [Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base](https://expedia.ca/Hancock-Hotels-Bentley-Brook-Resort-Premier-Retreat-At-Jiminy-Peaks-Base.h100899305.Hotel-Information)
> -   [Elegant Carriage House room with a queen bed and private patio.](https://expedia.ca/Lenox-Hotels-Elegant-Carriage-House-Room-With-A-Queen-Bed-And-Private-Patio.h115241207.Hotel-Information)
> -   [Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl](https://expedia.ca/Hancock-Hotels-Bentley-Brook-Hancock.h100402064.Hotel-Information)
> -   [Bentley Brook: Ultimate Ski-In Ski-Out -Crazy](https://expedia.ca/Hancock-Hotels-Bentley-Brook-Ultimate-Ski-In-Ski-Out-Crazy.h101351994.Hotel-Information)
> -   [Jacob's Tanglewood Ranch](https://expedia.ca/Lee-Hotels-Jacobs-Tanglewood-Ranch.h38822503.Hotel-Information)
> -   [Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort](https://expedia.ca/Hancock-Hotels-Unleash-Your-Alpine-Adventure-Wyndham-Bentley-Brook-Ski-In.h101081653.Hotel-Information)
> -   ["Elegant Emily Dickinson Junior Suite with King Bed & Fireplace](https://expedia.ca/Lenox-Hotels-Elegant-Emily-Dickinson-Junior-Suite-With-King-Bed-Fireplace.h115241192.Hotel-Information)
> -   [Secluded 19th century Farmhouse with mountain views](https://expedia.ca/North-Adams-Hotels-Vrbo-Property.h54133762.Hotel-Information)
> -   [Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury](https://expedia.ca/Hancock-Hotels-Ski-InSki-Out-Bliss-Bentley-Brook-Resort-SlopeSideLuxury.h101263676.Hotel-Information)
> -   [Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss](https://expedia.ca/Hancock-Hotels-Embark-On-Alpine-Escapades-Bentley-Brook-Resort-Unveils-Ski-InSki-Out-Bliss.h101264036.Hotel-Information)
> -   [18th century Berkshires farmhouse on 12 acres, impeccably updated.](https://expedia.ca/Monterey-Hotels-18th-Century-Berkshires-Farmhouse-On-12-Acres.h104897841.Hotel-Information)
> -   [The Kemble Berkshires](https://expedia.ca/Lenox-Hotels-The-Kemble-Berkshires.h79437362.Hotel-Information)
> -   [Chestnut Lodge](https://expedia.ca/Lee-Hotels-Chestnut-Lodge.h10544987.Hotel-Information)
> -   [Cliffwood Cottage by Evergreen Home](https://expedia.ca/Lenox-Hotels-Cliffwood-Cottage-By-Evergreen-Home.h113628193.Hotel-Information)
> -   [Blue Spruce Inn & Suites](https://expedia.ca/Valatie-Hotels-Blue-Spruce-Inn-Suites.h99938141.Hotel-Information)
> -   [Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA](https://expedia.ca/Hinsdale-Hotels-Rustic-4-Bedroom-Farmhouse-In-Bucolic-Hinsdale.h119697752.Hotel-Information)
> -   [Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"](https://expedia.ca/Hancock-Hotels-Your-Winter-Escape-Wyndham-Bentley-Brook-Ski-In.h101081882.Hotel-Information)
> -   [Club Wyndham Bentley Brook](https://expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h118649530.Hotel-Information)
> -   [Mountain Retreat: Spacious 2-Bed/2-Bath at Wyndham Bentley Brook](https://expedia.ca/Hancock-Hotels-Mountain-Retreat-Spacious-2-Bed2-Bath-At-Wyndham-Bentley-Brook.h120494046.Hotel-Information)
> -   [Vanderbilt Lakeside](https://expedia.ca/Philmont-Hotels-Vanderbilt-Lakeside.h28951248.Hotel-Information)
> -   [The Weathervane Motel](https://expedia.ca/Lanesborough-Hotels-The-Weathervane-Motel.h9211670.Hotel-Information)
> -   [Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.](https://expedia.ca/Hancock-Hotels-Cozy-And-Large-2-Bedroom-2-Full-Bath-Ski-In.h102310860.Hotel-Information)
> -   [Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi](https://expedia.ca/Hancock-Hotels-Charming-2-Bedroom-Resort-In-Marvelous-Hancock-With-AC.h111731964.Hotel-Information)
> -   [ONTARA....](https://expedia.ca/Williamstown-Hotels-ONTARA.h72107069.Hotel-Information)
> -   [Tastefully Restored Berkshire Farmhouse Available October 15th - 31st 2024](https://expedia.ca/Housatonic-Hotels-Tastefully-Restored-Berkshire-Farmhouse-Available-October-15th-31st-2024.h83229404.Hotel-Information)
> 
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